(S)-1-(3-(ethylselanyl)phenyl)ethylamine | 1043571-71-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (S)-1-(3-(ethylselanyl)phenyl)ethylamine
• 英文别名: (1S)-1-(3-ethylselanylphenyl)ethanamine
• CAS: 1043571-71-6
• 化学式: C₁₀H₁₅NSe
• 分子量: 228.196
• InChiKey: RJOKTMMKDIRUHS-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (RS)-1-(2-(ethylselanyl)phenyl)ethanamine 、 乙酸乙酯 在 lipase B of Candida antarctica 作用下， 以 正己烷 为溶剂， 反应 48.0h， 生成 (S)-1-(3-(ethylselanyl)phenyl)ethylamine 、 (R)-1-(3-(ethylselanyl)phenyl)ethylamine 、 (R)-N-(1-(3-(ethylselanyl)phenyl)ethyl)acetamide
  参考文献：
  名称：

  First chemoenzymatic synthesis of organoselenium amines and amides

  摘要：

  A series of organoselenium amines have been synthesized and submitted to the enzymatic kinetic resolution by acetylation mediated by CAL-B (Novozym 435) to give the corresponding chiral amides in an enantiomerically pure form. After evaluating the appropriate lipase, solvent, temperature,and lipase/substrate ratio in the kinetic resolution, the chiral organoselenium amides were obtained with enantiomeric excess of up to 99%. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.026

文献信息

• First dynamic kinetic resolution of selenium-containing chiral amines catalyzed by palladium (Pd/BaSO4) and Candida antartica lipase (CAL-B)
  作者：Leandro H. Andrade、Alexandre V. Silva、Eliane C. Pedrozo

  DOI：10.1016/j.tetlet.2009.05.022

  日期：2009.7

  chemoenzymatic dynamic kinetic resolution of selenium-containing chiral amines (organoselenium-1-phenylethanamines) has been developed, leading to the corresponding amides in excellent enantioselectivities and high isolated yields. This one-pot procedure employs two different types of catalysts: Pd on barium sulphate (Pd/BaSO4) as racemization catalyst and lipase (CAL-B) as the resolution catalyst.

  已开发出一种有效的化学方法，用于动态化学拆分含硒的手性胺（有机硒-1-苯基乙胺），从而以优异的对映选择性和高分离产率得到相应的酰胺。这种一锅法使用两种不同类型的催化剂：硫酸钡上的钯（Pd / BaSO 4）作为外消旋催化剂，脂肪酶（CAL-B）作为拆分催化剂。
• First chemoenzymatic synthesis of organoselenium amines and amides
  作者：Leandro H. Andrade、Alexandre V. Silva

  DOI：10.1016/j.tetasy.2008.04.026

  日期：2008.5

  A series of organoselenium amines have been synthesized and submitted to the enzymatic kinetic resolution by acetylation mediated by CAL-B (Novozym 435) to give the corresponding chiral amides in an enantiomerically pure form. After evaluating the appropriate lipase, solvent, temperature,and lipase/substrate ratio in the kinetic resolution, the chiral organoselenium amides were obtained with enantiomeric excess of up to 99%. (C) 2008 Elsevier Ltd. All rights reserved.